Family-friendly vacation rentals in Western Massachusetts
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Western Massachusetts
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Shaftsbury
4.99 out of 5 average rating, 601 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Home in Northampton
4.88 out of 5 average rating, 569 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Colebrook
4.99 out of 5 average rating, 203 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Bungalow in Easthampton
4.92 out of 5 average rating, 436 reviewsThe Creation Station
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Home in Colrain
4.94 out of 5 average rating, 156 reviewsSecluded Farmhouse Retreat - stunning views
Family- and pet-friendly home rentals
Guest suite in Montague
4.93 out of 5 average rating, 164 reviewsGreat Falls Private Suite
Farm stay in Southbridge
4.89 out of 5 average rating, 295 reviewsScandanavian Wigwam with Sauna and Forest Baths
Guesthouse in Stephentown
5.0 out of 5 average rating, 362 reviewsDog Friendly Studio
Home in Feeding Hills
4.89 out of 5 average rating, 887 reviewsFarm Fresh Feeding Hills
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
Farm stay in West Simsbury
4.95 out of 5 average rating, 435 reviewsFlamig Farm Staycation
Apartment in Northampton
4.95 out of 5 average rating, 220 reviewsCedar Wet Room w Soaking Tub
Apartment in Newfane
4.97 out of 5 average rating, 407 reviewsRock River Retreat: Pets Welcome
Family-friendly home rentals with a pool
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Cabin in Red Hook
4.96 out of 5 average rating, 306 reviewsModern Upstate Cabin, near Rhinebeck NY
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Destinations to explore
- Cambridge Vacation rentals
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